Florimo began playing as a senior in the North Sydney district for Willoughby at age seven before playing for McMahons Point, Crows Nest and North Sydney Brothers. He also played for the Lane Cove Rugby Club Juniors.[3] He played 285 first-grade games for the Bears over 13 seasons, starting his career in the centres before moving to 5/8. He made his début for the Bears in 1986 and retired in 1998. In first grade he scored 73 tries, 3 goals and 1 field goal. He famously called the North Sydney fans onto Bear Park in 1997 after the game when Norths defeated traditional rivals Manly by 41 points.

Florimo's final game for Norths was in the 23-2 minor semi-final defeat at the hands of Canterbury. In total Florimo played 285 games for Norths which is more appearances than any other player at the club. [4][5]

Currently Florimo is the Bears CEO, and is advocating a return for the club to the NRL.[7] Florimo's son, Jay, was a member of the Wyong Roos squad in the NSW Cup competition (NSW Cup was formerly known as Reserve Grade).[8]